M-Anisidine

Acetyl-o-aniaidine Acetyl-m-anisidine Acetyl-p-anisldine Acetyl-o-phenetidine Acetyl-m-phenetidine Acetyl-p-phenetidine (or phenacetin) Acetyl-a-naph thy lam ine Acetyl- p-naphthylamine... 

Another improvement was reported by Leonard et al. in their preparation of a promising antimalarial, Endochin. The improvement was the alkylation of intermediate enamino-ester 28 by reaction with NaOEt followed by alkylation with an alkyl bromide, rather than forming 29 by reaction of 27 and a suitable P-keto-ester. This provided the important intermediate 29 required for cyclization to Endochin (30). Endochin was first reported by German scientists but was not publicly disclosed until the Department of Commerce made this information available after World War II.Leonard was able to improve upon the chemistry reported by Andersag and Salzer in 1940 and isolated Endochin in 40% overall yield from m-anisidine (27). 

C.F. van Duin et al (Ref 6) reviewed all of the methods previously used, and described the following method of prepn Mix 1 Og of finely pulverized trinitro-m-anisidine (or phenetidine) with 80ml of coned ammonia (d 0 90g/cc) and leave for 24 hours at room temp. Shake frequently. Filter, wash the ppt with w to remove the ammonia, and boil with ale to remove traces of non-reacted TNAnis or TNPhenet. The mp of the product should be around 285°, but it rises slightly to 287—288° if the product is re-crystd from gl acet ac (See also Ref 1, pp 60,... 

C Hj 02 123-11-5) see Anisindione Diltiazem Fenoldopam mesilate Mepyramine Raloxifene hydrochloride m-anisidine... 

Catalysis by DABCO in the reactions of FDNB with piperidine, r-butylamine, aniline, p-anisidine and m-anisidine (usually interpreted as base catalysis as in Section B) was also assumed to occur by the formation of a complex between DABCO and the substrate14913. The high (negative) p-value of —4.88 was deemed inappropriate for the usually accepted mechanism of the base-catalysed step (reaction 1). For the reactions with p-chloroaniline, m- and p-anisidines and toluidines in benzene in the presence of DABCO a p-value of —2.86 was found for the observed catalysis by DABCO (fc3DABC0). The results were taken to imply that the transition state of the step catalysed by DABCO and that of the step catalysed by the nucleophile have similar requirements, and in both the nucleophilic (or basicity) power of the nucleophile is involved. This conclusion is in disagreement with the usual interpretation of the base-catalysed step. 

The relay compound 1025 required for the synthesis of all of these 7-oxygenated carbazole alkaloids was obtained starting from commercially available 4-bromo-toluene (1023) and m-anisidine (840) in two steps and 72% overall yield. Buchwald-Hartwig amination of 4-bromotoluene (1023) with m-anisidine (840) furnished quantitatively the corresponding diarylamine 1024. Oxidative cyclization of 1024 using catalytic amounts of palladium(ll) acetate afforded 3-methyl-7-methoxycarbazole (1025). Oxidation of 1025 with DDQ led to clauszoline-K (98), which, on cleavage of the methyl ether using boron tribromide, afforded 3-formyl-7-hydroxycarbazole (99) (546) (Scheme 5.149). 

Commercial kits are based on the Upase-catalyzed total hydrolysis of the triglyceride, followed by glycerol kinase-catalyzed synthesis of 1-glyceryl phosphate (67) and GPO-catalyzed oxidation of the latter, as shown in equation 17. The end analysis is by a chromogenic oxidation process catalyzed by peroxidase, similar to equation 27, involving 4-aminoantipyrine (81) and 3,5-dichloro-2-hydroxybenzenesulfonate (88) or iV-ethyl-iV-(3-sulfopropyl)-m-anisidine (94)28. 290... 

W-Ethyl-A -(3-sulfopropyl)-m-anisidine, triglyceride determination, 736, 634 Ethynyl hydroperoxide, C-O distance, 102-3 ETR see Electron transfer reactions Exchange reactions, alcohol/ether, 157-8 Exciplex intermediate, ene reaction, 832-3, 835... 

Typical primary amines which undergo such nitrosation are m-toluidine, p-xylidine, m-anisidine, 2-amino-4-methoxytoluene, 3-amino-4-methoxy-toluene, m-aminophenol, a-naphthylamine, l-naphthylamine-2-, -6-, -7-, and -8-monosulfonic acids, and l-naphthylamine-4-monosulfonic acid (which reacts with displacement of the sulfonic acid group). The secondary amines derived from these primary amines also can be nitrosated directly (i.e., without the intermediate formation of an JV-nitroso compound which needs to be subjected to the Fischer-Hepp rearrangement). The entering nitroso group appears to substitute exclusively in the para position. 

Ammonium triselenimidate , see Ammonium 2,4,6-tris(dioxoselena) hexahydrotriazine-1,3,5-triide, 4586 Anilinium chloride, 2358 Anilinium nitrate, 2372 Anilinium perchlorate, 2360 Anisaldehyde, see 4-Methoxybenzaldehyde, 2951 m-Anisidine, see 3 -Methoxyaniline, 2813 o-Anisidine, see 2-Methoxyaniline, 2812... 

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